US4647413A
Expired / Lapsed
US
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Perfluoropolyether oligomers and polymers
Assignee: 3M Co
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Filing: 1984-01-20
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Granted: 1987-03-03
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Expires: 2004-01-20
Abstract
Abstract Perfluoropolyether oligomers or block polymers, having a backbone with one or a plurality of perfluoropolyether segments each consisting essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit, and (3) a perfluoroethylidene unit terminating each segment, the backbone of the perfluoropolyether being terminated with COF and/or a functional or nonfunctional derivative thereof, said perfluoropolyethers being made by reacting a perfluoroaliphatic diacid fluoride with hexafluoropropylene epoxide to produce an acid fluoride-terminated perfluoropolyether adduct or oligomer which then can be photopolymerized to yield an acid fluoride-terminated perfluoropolyether block polymer. These oligomers and block polymers are useful as high temperature lubricants, hydraulic fluids, gaskets, adhesives and coatings as well as co-reactants wtih urethane in forming propellant binders.
Inventors
- 👤 Patricia M. Savu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 15:32
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C07C; C07C59/00; C07C59/235; C07C59/305; C07C59/315; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/22; C08G65/223; C08G65/226; C08G65/26; C08G65/2639; C08G65/32; C08G65/321; C08G65/323; C08G65/3233; C08G65/329; C08G65/331; C08G65/3311; C08G65/3312
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
225 words
Perfluoropolyether substance comprising one or a mixture of polyether compounds each consisting essentially of 2 to 20 perfluoropolyether segments bonded together in a chain, each of which segments consist essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit of the formula OCF 2 (R f ) x CF 2 O where x is zero or 1 and R f is a fluoroaliphatic group, and (3) two perfluoroethylidene units terminating the ends of each said segment, the chain being terminated with --COF or a moiety independently selected from the group consisting of H, X, CF 2 H, CF 2 X, CH 2 OH, COX, COR, COOH, COOM, COOR, CF 2 R, CH 2 OC(O)CR'═CH 2 , CON(R")R", CH 2 NH 2 , CH 2 NCO, CN, C 3 N 3 (R f ') 2 , CH 2 OCOR, where X is F, Cl, or Br, M is an ammonium radical or a monovalent metal atom, R is alkyl, aryl, or a combination thereof, R' is H or CH 3 , R" is H, said R, (CH 2 ) z Si(R'") 3 where z is 2 to 11 and R'" is a hydrolyzable group, or the two R" groups can together form an alkylene moiety which together with the amido nitrogen atom form a heterocyclic ring, and R f ' is a fluoroaliphatic radical.
Claim 2
Dependent Claim
225 words
Perfluoropolyether substance comprising one or a mixture of polyether compounds each consisting essentially of 2 to 20 perfluoropolyether segments bonded together in a chain, each of which segments consist essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit of the formula OCF 2 (R f ) x CF 2 O where x is zero or 1 and R f is a fluoroaliphatic group, and (3) two perfluoroethylidene units terminating the ends of each said segment, the chain being terminated with --COF or a moiety independently selected from the group consisting of H, X, CF 2 H, CF 2 X, CH 2 OH, COX, COR, COOH, COOM, COOR, CF 2 R, CH 2 OC(O)CR'═CH 2 , CON(R")R", CH 2 NH 2 , CH 2 NCO, CN, C 3 N 3 (R f ') 2 , CH 2 OCOR, where X is F, Cl, or Br, M is an ammonium radical or a monovalent metal atom, R is alkyl, aryl, or a combination thereof, R' is H or CH 3 , R" is H, said R, (CH 2 ) z Si(R'") 3 where z is 2 to 11 and R'" is a hydrolyzable group, or the two R" groups can together form an alkylene moiety which together with the amido nitrogen atom form a heterocyclic ring, and R f ' is a fluoroaliphatic radical.
Claim 3
Dependent Claim
16 words
Perfluoropolyether substance according to claim 1 wherein both ends of said chain are terminated with --COF.
Claim 4
Dependent Claim
21 words
Perfluoropolyether substance according to claim 1 wherein both ends of said chain are terminated with CF 3 F, Cl, or H.
Claim 5
Dependent Claim
208 words
Normally liquid perfluoropolyether substance comprising one or a mixture of polyether compounds represented by the formula ##STR7## where R f is a fluoroaliphatic group, Z is --COF or a moiety independently selected from the group consisting of H, X, CF 2 H, CF 2 X, CH 2 OH, COX, COR, COOH, COOM, COOR, CF 2 R, CH 2 OC(O) CR'═CH 2 , CON(R")R", CH 2 NH 2 , CH 2 NCO, CN, C 3 N 3 (R f ') 2 , CH 2 OCOR, where X is F, Cl, or Br, M is an ammonium radical or a monovalent metal atom, R is alkyl, aryl, or a combination thereof, R' is H or CH 3 , R" is H, said R, (CH 2 ) z Si(R'") 3 where z is 2 to 11 and R'" is a hydrolyzable group, or the two R" groups can together form an alkylene moiety with 2 to 6 carbon atoms which together with the amido nitrogen atom form a heterocyclic ring, and R f ' is a fluoroaliphatic radical, n is 2 to 20, x is zero or 1, and a and b are independently 0 to 10 with the proviso that the sum of a+b is equal to at least 1.
Claim 6
Dependent Claim
208 words
Normally liquid perfluoropolyether substance comprising one or a mixture of polyether compounds represented by the formula ##STR7## where R f is a fluoroaliphatic group, Z is --COF or a moiety independently selected from the group consisting of H, X, CF 2 H, CF 2 X, CH 2 OH, COX, COR, COOH, COOM, COOR, CF 2 R, CH 2 OC(O) CR'═CH 2 , CON(R")R", CH 2 NH 2 , CH 2 NCO, CN, C 3 N 3 (R f ') 2 , CH 2 OCOR, where X is F, Cl, or Br, M is an ammonium radical or a monovalent metal atom, R is alkyl, aryl, or a combination thereof, R' is H or CH 3 , R" is H, said R, (CH 2 ) z Si(R'") 3 where z is 2 to 11 and R'" is a hydrolyzable group, or the two R" groups can together form an alkylene moiety with 2 to 6 carbon atoms which together with the amido nitrogen atom form a heterocyclic ring, and R f ' is a fluoroaliphatic radical, n is 2 to 20, x is zero or 1, and a and b are independently 0 to 10 with the proviso that the sum of a+b is equal to at least 1.
Claim 7
Dependent Claim
11 words
The perfluoropolyether substance of claim 4 where both Z's are COF.
Claim 8
Dependent Claim
13 words
The perfluoropolyether substance of claim 4 where both Z's are CH 2 OH.
Claim 9
Dependent Claim
11 words
The perfluoropolyether substance of claim 4 where both Z's are Cl.
Claim 10
Dependent Claim
11 words
The perfluoropolyether substance of claim 4 where both Z's are H.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1990-03-02 | 1990-09-01 | 1991-03-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-03-02 | 1994-09-01 | 1995-03-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-03-02 | 1998-09-01 | 1999-03-03 | $7700.00 | Window Closed / Lapsed |